I'm the Big Sister
By
Karen Elizabeth L.
Until a few months ago life was pretty boring for me. I was a twelve
year old guy with a nine year old little brother. My brother was mom's
favorite from the day he was born and since dad died a couple of years
ago he's wormed his way even further into mom's heart.
Don't get me wrong, Rich is a nice kid most of the time but
occasionally he gets to be a real pain in the butt. He wanted to spend
time with me but I didn't want to have a little kid tagging along
everywhere I went. I did my best to sneak out without Rich seeing me
but he always managed to find where I went and I ended up baby-sitting
him instead of doing what I wanted to do.
One day he really made me mad and I was determined to make him
sorry. A couple of days later it was pouring down rain so we were
stuck in the house. Mom had to go out for a few hours and left me in
charge.
Rich and I were sitting around watching a movie about a boy who had to
pretend to be a girl to keep from getting beaten up. Rich thought the
idea of a boy having to wear a dress was funny and I suddenly realized
how I was going to get my revenge. I went up to mom's room and got
together a few th ings I'd need to really get even with my stupid
little brother.
I called Rich to come up to our room saying that I needed his help
with something. Rich actually thought that there was a chance to do
something with me and couldn't get upstairs fast enough!
As soon as he came into our room I slammed the door shut and locked it
behind him. Just seeing the confused look on his face made me feel
good but I was going to teach him a lesson he'd never forget!
"What's up?" He asked timidly.
"I just thought that since you liked that movie so much you'd really
enjoy what I have in mind!"
"I don't trust you." Rich said as he moved towards the door. "Let me
out of here or else!"
"You're not going anywhere until I'm done with you!" I said
laughing. "And by then you'll probably beg me not to let you go
anywhere!"
I told Rich to get undressed and do it quickly or I'd beat him up. He
stood there for a couple of seconds but as soon as I started towards
him he began undressing. I let him stop at his underwear and then
sprang my surprise on him.
He tried to get away from me but I caught him and after a little
work managed to get him dressed in a couple of things I "borrowed"
from mom.
He looked so silly standing there in one of mom's dresses and her high
heels that I bust out laughing.
"Please Mike," Rich pleaded with tears in his eye. "Don't make me wear
mom's stuff, I don't want to look like some sissy!"
"Too bad!" I laughed. "You seemed to like it in that movie! I thought
you'd get a kick out of this!"
Rich started crying and carrying on, begging me to get him out of the
dress but I wasn't finished with him. I picked up the instant camera I
got for my birthday and took some pictures of him all dolled up. Next
I unlocked the door and grabbed his hand.
"Come on little sister, you always want to tag along with me so let's
take a walk together!"
My brother's eyes suddenly dried up and opened to an enormous size.
"No Mike, please no, I'll be good. I promise!"
"Calm down sis, I just want everyone to see what a cute little sister
I have!" I dragged Rich out of the room and down the hall towards the
steps where I was stopped cold by mom!
"What's going on here?" She asked. "What are you up to this time Mike
and why is Rich wearing my dress and shoes?"
"Uh, we were just having some fun mom. Anyhow, it was Rich's idea
wasn't it?" I said tightening my grip on his arm.
Rich broke loose and ran to my mother sobbing.
"He made me wear these clothes mom, he took pictures of me and was
going to make me go outside dressed up like a sissy!"
Mom kissed Rich on the cheek and told him to change clothes. Turning
to me she insisted that I give her the pictures and my camera saying
that she'd deal with me later.
I handed over the pictures and camera and ran down the steps after
calling Rich a sissy and a snitch. I felt pretty good, I was sure my
brother wouldn't bother me anymore. Mom had threatened to punish me
before but never really did so I wasn't in the least bit worried.
Mom seemed to be hassling me more than ever though, claiming that I
was still bothering Rich and that I'd better stop it. I had no idea
what she was talking about, for once I really wasn't bothering Rich
yet I was still being yelled at. What made it really strange was the
day mom accused me of trying to dress Rich in her clothes again. I
denied it but she said that she'd found some of her stuff missing and
that it had turned up in his drawers. She figured I put them there to
embarrass him.
One day I came home to get my baseball glove and noticed some of mom's
underwear in the hallway near my room. When I opened the bedroom door
I saw my little brother standing there in one of mom's nightgowns
trying to put lipstick on! Before I could say anything I heard mom's
voice behind me.
"What did I tell you about bothering him!" She asked.
"But mom, I wasn't even home! I just came back to get my glove and saw
the little sissy here!"
"Is that right honey?" She asked Rich.
Rich stared down at the floor crying.
"I'm sorry mom, it just seemed like fun and the clothes feel really
nice."
Mom took a tissue and wiped his face.
"It's okay sweetheart," She said softly. "I'm not mad at you."
"Wait until I tell everyone about my little sister!" I shouted
happily. "This is going to be fun!"
Mom straightened up and fixed a look on me that wiped the smile from
my face.
"Get what you came for and get out of here. You'd better not say a
word to anyone about this! Do you understand?"
I couldn't laugh, heck I couldn't even smile, that's how scared I was.
"Yes ma'am, I wont say anything, I promise!"
I quickly picked up my glove and ran out of the house totally
confused but scared out of my wits!
I kept my promise and never said a word about Rich. Mostly I was
afraid of what mom would do to me and partly because I didn't want
anyone to think I came from a strange family. Mom never brought the
subject up again and I pretty much forgot about it until one Saturday
afternoon when I saw Rich
standing there wearing a blue and white polka dot dress, a pair of
white tights, and girl's shoes. His hair looked different, it was
brushed and fixed
to make him look just like a little girl. Actually he didn't look
that bad, I really had to look close to make sure it was my brother.
"Mom's going to kill you when she sees you like that!" I
laughed. "Where'd you get those clothes and who fixed your hair?"
Mom came out of her room just then wearing an identical dress with
white stockings.
"No one's going to kill anyone," She said calmly. "I bought the
clothes and I fixed her hair. Doesn't she look cute?"
"Oh just adorable!" I teased. "But where's your purse little girl?
Going shopping with mom?"
"My purse is in the closet and yes mom and I are going shopping."
Rich replied smiling.
Are you out of your mind?" I exclaimed, looking at mom. "You can't
take him shopping dressed like that. What if someone see him?"
"We're going where no one knows us and if anyone sees him so what, I
think she looks sweet!"
Rich went to the closet, puled out a small white purse then followed
mom out to the garage. As I stared in shock he hopped into the car
next to mom then waved as they pulled away from the house. My mother
and little brother were going shopping wearing mother - daughter
dresses. I was sure I saw
everything now!
I was sitting there watching a movie when I heard the garage door open
and saw mom's car pull up. A moment later her and Rich came into the
house carrying several bags from a department store across town. Rich
was bubbling over with excitement and wanted to show me some of the
things they had bought.
"Isn't this pretty?" He asked as he pulled out a blue party dress
with long puffy sleeves. "I can't wait to wear it, it's so nice!"
"I'm sure you'll be the prettiest boy at the party in that!" I
laughed, "Just make sure I'm not around when you wear it okay!"
Ignoring my sarcasm Rich gathered up the bags as if they contained
treasure and went off to our room. I heard him and mom up there later
laughing and giggling over something that I really didn't want to know
about.
Later on Rich came down wearing a blue sundress with lots of little
pink flowers on it. He seemed comfortable wearing it but he was
driving me nuts!
"Don't you feel funny sitting there wearing a dress?" I finally asked.
"No, it really comfortable and a whole lot cooler than pants." Rich
replied.
"But you're not a girl you dummy!" I said, beginning to lose my
temper.
"You're a nine year old boy wearing a dress!"
Rich looked at me as if I was the goofy one.
"Well mom says I can wear one any time I want. She thinks I look
cute!"
"She also let you go out in public in a dress! I'll bet people thought
you were both weird!"
Mom had heard us arguing and came into the room to see what was wrong.
"Actually she got a lot of compliments, everyone thought it was so
cute to see us in matching dresses!"
I looked at mom and shook my head.
"You're both off your rockers!" I muttered as I went to take a shower
and get ready for bed.
I finished up my shower and went into the room to get my PJ's. When I
opened up my underwear drawer I found out what all the laughing and
giggling had been about. My underwear and PJ's were gone, all that was
left were girl's underwear, nightgowns, and PJ's!
"Rich!" I screamed. "Get up here and take all of your sissy clothes
out of my drawers!"
I turned around to see mom and Rich standing there smiling.
"They're not mine," Rich said with a smile. "They're yours now!"
I looked at mom standing there grinning and knew I was in trouble.
"Don't stand there staring, " Mom said. "Get dressed and come
downstairs, I want to talk to you."
"No!" I shouted. "I'm not going to be a sissy like he is. I wont wear
these things!"
Mom stared at me for a few seconds.
"Do as you're told and do it now." She said in a firm voice. "I want
to see both of you downstairs in five minutes."
I knew by the tone of voice mom used that she meant business. Any
further delay or arguing could result in being seriously punished. I
was going to have to do as I was told and that was that.
I stood in front of my open drawer not knowing what to do. Finally
Rich pulled out a pair of sheer pink PJ's and handed them to me.
"Put these on and I'll wear mine." He suggested. "We'll match!"
I stated at the PJ's for a moment, they had short puffy sleeves with a
little bow at the end and the legs had elastic at the bottoms to make
them puff out too! They had some sort of lining in them to keep them
from being see through at the chest and where a girl's underwear would
be but the rest was totally sheer! Rich handed me a pair of pink
underwear to go with them then pulled a matching pair from his drawer.
I felt really stupid but time was running out so I pulled on the
panties then put on the PJ's. Looking in the mirror I looked as dumb
as I felt. I looked like a boy wearing his sister's clothes, a sissy
just like my brother!
Rich took off his dress and I saw he had on a short white slip under
it.
"Don't you feel stupid dressed like that?" I asked.
"Nope!" Rich said as he pulled off the slip and stepped into the
bottoms of his PJ's. "I like it, besides mom likes it when I'm dressed
like this too!"
Rich pulled on the top to his PJ's and stood next to me in front of
the mirror.
"Isn't it neat, we look like sisters!"
Wonderful, my brother and I are dressed up like a couple of sissies
and he thinks it's great!
"We're not sisters remember! We're boys, we're supposed to be
brothers!"
"Oh come on Mike," He pleaded. "Just pretend that we're sisters
please?"
I wanted to wring his scrawny little neck for getting me into this but
mom was calling and killing him would just have to wait.
"Let's go girls!" Mom called. "I want to see how my little girls look
in their new PJ's!"
My stomach was churning like crazy as I walked down to see mom. I'm no
sissy and I hated having to dress like one!
I was surprised when mom didn't laugh as I walked into the room. She
looked at me for a few seconds then smiling happily she walked over
and kissed me on my head. Without saying a word she picked up a brush
and the hair dryer and began to fix my hair. It only took a few
minutes but to me the time seemed to have stopped.
Mom brushed my hair used the dryer on it then repeated the brushing
and drying for what seemed like forever. Finally she put the brush and
dryer down and handed me a mirror to look in.
Well the good new was that I no longer looked like a sissy, of course
the bad news was that I now looked like a cute girl with short hair!
As I stood there staring at myself mom pulled out the camera I had
used on Rich and took several pictures of me!
"You wont be telling anyone about your new little sister now will
you?" She asked with a devilish grin. "I doubt that you'd want all of
your friends to see how pretty you look right now!"
Tears began to run down my cheeks. Why was mom doing this to me?
Didn't she love me anymore?
"Please let me change clothes mom." I pleaded. "I promise not to
tell!"
"Calm down honey," Mom said as she gave me a hug. "No one's ever going
to find out about this. It'll be our little secret!"
"But mom, I feel stupid!" I cried holding out my flared bottoms. "I
can't wear these sissy clothes!"
Mom hugged me tighter and lightly stroked my cheek with her hand.
"But you look so nice, and it would make me so happy to pretend I had
two daughters. Pleas keep them on for me?"
I was completely confused, I wanted to make mom happy, I really did,
but dressing like a girl? If anyone saw me now I'd never live it
down! Then again, mom promised not to tell and my little brother or
sister or whatever sure as heck wouldn't.
"Why don't you girls see if there are any good movies on," Mom said as
she headed for the kitchen. "I'll make some popcorn okay?"
I figured I'd go along with things for now, after all how bad could it
be? Mom was in a good mood and no one was going to see me.
"Could you throw in a couple of sodas for your daughters mom?" I
asked.
Mom's face brightened up.
"I'm sure I could find a few for such nice girls!"
Rich and I sent into the room and turned on a movie. A few minutes
later mom appeared with a large bowl of popcorn and several cans of
soda. While she was waiting for the popcorn to be ready she had
changed into a nightgown herself. I looked up at her and smiled, for
the rest of the evening we were three girls laughing and having a
great time!
The movie finally ended and mom sent us to brush our teeth and get
ready for bed. I had forgotten all about what I was wearing until I
was about to shut the bathroom door. You see the door had a full
length mirror and as it shut I saw my reflection. I suddenly
remembered that I had willingly spent the last couple of hours in
girl's PJ's and underwear and had a good time!
There was nothing I could do about it now and it was a fun evening so
I got ready to do what I had gone in to the bathroom for in the first
place.
I was about to pull down the front of my bottoms and panties when an
odd thought popped into my mind.
What the heck, I thought as I turned my back to the toilet. I pulled
my bottoms and panties down to my knees then sat down like a girl. It
was different looking down at my legs and seeing the sheer PJ's and
nylon panties but it sure was a fun night!
The next morning I was confused for a second or two over my clothes
but nature called so once again I found myself sitting on the bowl
looking at a pair of pink girl's underpants and PJ's. I started
rubbing my legs through the fabric noticing how nice it felt. I heard
mom moving around so without changing I went downstairs looking for
breakfast.
Rich was already there, still in his PJ's of course, and mom was happy
to see that I was still in mine.
"I hope you girls got a good night sleep," mom said cheerily. " We
girls have got a lot to do today. First we're going to church, then a
quick lunch, then a fun afternoon of shopping!"
I was afraid to ask but I wanted to make sure.
"Uh mom, " I asked. "You're not thinking of taking me out dressed like
this are you? You promised no one would find out!"
"Don't be ridiculous!" Mom said to my relief. "I made a promise to
you and I'll keep it."
Just as I started to relax mom took my breath away.
"You'll be just another cute girl shopping with her mom and sister!"
"But mom, you promised!"
"I promised no one would ever find out and they wont, now finish
eating so I can help you girls get ready!"
Mom and Rich finished eating and set off to get ready leaving me to
sit and wonder what was about to happen to me. I had only a few bites
left so I didn't have to wonder for long.
Rich had already had a shower and mom was helping him dress when I got
back to our room. He was standing there in a pair of white tights, his
ruffled and flowered panties clearly visible under the tights. Mom
pulled a full length white slip over his head then adjusted straps on
his shoulders to make the slip a little shorter. Once she got the slip
just right she helped Rich into a cream colored dress with big pink
roses on it. The dress had what looked like a lacy white bib with a
small pink rose on it and a wide lace trim all around the bottom.
The look on my brother's face said it all, he was thrilled to be all
prettied up! When mom finished smoothing out the dress she had him
turn around so she could button the back. She fastened the last button
and told him to look at himself in the mirror.
"Thank you mom!" He gushed in a high pitched giggle. "It's so pretty!"
Mom came over to fix his hair but had to wait a few minutes until he
finished twirling around in front of the mirror. Sure enough, after a
few minute's work I had a cute little sister again.
There was no point in asking him if he felt silly, it was obvious that
he was thrilled with the way he looked. I didn't want to cause a fight
so I figured I'd make mom happy too.
"You look really nice Rich," I said trying to be nice. "That's a
really cute dress!"
"Do you really like it?" Mom asked somewhat surprised.
The dress was nice and Rich did look cute so what the heck!
"Sure, and he really makes a cute girl when he's all dressed up like
that."
I'm really glad you think it's a nice dress," Mom said as she gave me
a kiss on the cheek. "It was part of a 'Sisters' set, you get the 'Big
Sister' one of course!"
Mom pointed to my bed and I swallowed hard. Laid out on my bed was an
identical dress with a slip, a bra, and white stockings! Mom handed me
a pair of pale yellow panties and told me to take a quick shower. When
I was done she'd help me with the rest of my underwear and dress.
I took the panties from mom and went into the shower wondering if
there was any way out. I thought of climbing out of the bathroom
window and running away but I was still wearing my new PJ's and the
bathroom was on the second floor.
There was only one way out and that meant mom and a dress!
I stalled around as much as I could but mom threatened to come in and
help me. I quickly finished my shower and dried myself off.
I had no other choice so I picked up the panties and pulled them on. I
noticed that they seemed so much thinner than my old underwear. Even
the PJ's I had worn last night had felt so different, they were so
light and really comfortable to sleep in! I wondered if Rich could be
right about how the other clothes felt? What would it feel like to
wear stockings or a dress? I was going to find out soon enough!
As soon as I got out of the bathroom mom had me hold my arms out in
front of so she could put my bra on me. She slid the straps over my
arms then fastened it in the back. Once she finished she adjusted the
straps to make it fit better against my chest.
"This is padded a bit to give girls your age a lit help in the chest
area."
She explained. "It'll give you just the right amount of chest for your
age."
"Can I wear one too?" Rich asked anxiously.
"You're still a little young yet," Mom explained. "It'll be a few
years before you'll be needing one."
"I'll let him have mine!" I volunteered. "No problem at all!"
"People will think it's odd for you not to be wearing a bra." Mom
said patiently. "Do you really want them to stare at you?"
Mom made sense, I didn't want anyone to look too closely at me. She
promised no one would know and I'd have to trust her.
"You're right ," I sighed. "Go ahead, do what you have to do."
Mom smiled and kissed me on the head telling me it wouldn't be so
bad. That was easy for her to think, she was supposed to wear these
things!
Next mom had me sit on the edge of my bed as she showed me how to put
on my pantyhose. It was a little tough to get them up but after a few
minute's struggle I was able to pull them completely up to my waist.
The slip came next, it was pale yellow, just like my panties and bra
and trimmed with lace. Mom helped me get it over my head then just as
she had done for Rich she adjusted the straps until the slip was just
a few inches above my knees. I stood there staring at my legs all
covered in white nylon sticking out past the lace on my
slip. Yesterday I had called my brother a sissy and today I'm his big
sister!
Mom slid the dress over my head, straightened it out, then buttoned
the back. I felt sort of trapped, there was no way I could reach
around and unbutton the dress to take it off. Until mom was ready to
take it off of me I was stuck!
Mom pulled out a pair of low heeled white shoes for me to wear then
had me walk back and forth to get the hang of them. The heel on the
shoes wasn't very high but it still felt a little odd compared to my
regular shoes. I made several trips across the room before mom had me
sit down at the dresser to do my hair.
Once again she took a brush and dryer to my hair, first brushing one
way then the other. She said this would add a little more lift to my
hair making it look better. Finishing with the brush and dryer she
picked up a curling iron and spent several minutes winding and
unwinding my hair around it . Finally she decided that she had done
all she could and let me look in the mirror.
I'm not sure how she did it by sure enough the boy was gone again and
the cute girl was back. As a little extra touch she clipped yellow
lace bows into our hair then gave each of us a pair of yellow earrings
to clip onto our ears. Standing side by side Rich and I looked every
bit like sisters dressed for a Sunday outing.
Mom went to get ready leaving me to wonder how a little joke on my
brother had ended with me becoming his big sister.
Girl's day out!
Things had really gone from bad to worse, I thought. A little joke
played on my brother Rich had gotten me a pair of girl's PJ's and
underwear to sleep in last night. Today I was all prettied up to spend
a day with mom as her daughter and Rich's big sister!
I felt really dumb standing around in a dress and girl's underwear but
that was nothing compared to the sick feeling in my stomach when I
thought about what was to come.
Why did mom want to take two boys to church, lunch, and shopping
dressed as little girls? What would people think when they saw us?
What if my friends found out? I couldn't refuse to go, mom would
probably just drag me out to the car and make me go. I sure as heck
couldn't change clothes, the dress I had on was buttoned up the back
and no matter how hard I tried I couldn't reach around to unbutton it.
I had to sort of 'throw myself on the mercy of the court', or in this
case mom, and hope everything worked out.
Rich was driving me crazy. He kept dancing and twirling around to make
his dress flare out. I was upset enough over seeing myself in a dress
and stockings, the last thing I wanted to see were the slip and
panties I was wearing underneath!
Mom finally finished dressing and called us to come downstairs to
finish getting ready. Rich ran down the steps only to have mom tell
him to go back up and act like a young lady. I wasn't in any hurry to
get there and besides, I wasn't taking any chances wearing shoes with
a heel on them.
Mom gave us one last inspection before handing each of us a white knit
sweater and white purses. Curious I opened my purse to see what was
inside. Mom had thought of everything; a small brush and comb set,
some tissues, a little mirror, and a change purse with some money in
it. She had even included a small bottle of cologne some of the girls
at school liked! Mom made sure that I had everything a girl could
want whether I wanted it or not!
The trip to church seemed to take seconds even though it was pretty
far from where we lived. I didn't want to get out of the car but mom
held my hand and told me to smile and relax and everything would be
fine. Surprisingly enough she was right!
As we walked into the church I thought everyone was going to turn and
stare at me but except for a couple of boys no one did. When we came
to a pew mom gestured for me to go in first. I smiled at the lady
sitting near me as I slid in and she smiled and went back to reading
her prayer book. I was doing a whole lot of praying myself, praying
that we wouldn't see anyone we knew!
The service finally ended and I couldn't wait to get back to our
car. I wanted to push and shove my way through the crowd and run to
the car but I remembered mom telling Rich to act like a lady. I
didn't want to attract too much attention to myself so I forced myself
to walk slowly
and calmly to the car. Once inside though I felt a sense of relief.
I had done it! I had fooled a whole church full of people! Now if only
my luck held up the rest of the day!
Mom and Rich were teasing me as we drove to lunch. They seemed to
think it was funny the way those boys had looked at me in church. I
didn't see anything funny at all, I felt silly wearing girl's clothes
and the last thing I wanted was to have other boys think I was cute!
By the time we got to the restaurant I found that I needed to use the
bathroom really badly. I knew I couldn't use the men's room looking
the way I did but I was too scared to use the Ladies room. Mom came to
my rescue by suggesting that the three of us make the trip together.
We had to wait in line for several minutes before we could use the
restroom and I was getting nervous. Church was bad enough but now I
was waiting with real girls to get into a place I had no business
going into! If someone noticed anything wrong in there I'd probably be
taken off to jail or something!
Mom sensed my mood and whispered for me to relax.
"You're a pretty girl, no one's ever going to know!"
She smoothed my hair a little and put her arm around me making me feel
much better. I gave her the best smile I could come up with and told
her that I loved her. She was keeping her promise and everything
would be okay.
It took a couple of seconds for me to figure out just what I had to do
once I got into a stall, after all I wasn't used to having to pull
things up and other things down just to use the bathroom! After I
finished I pulled my panties and stockings up, lowered my slip and
dress and stepped out to see mom and Rich waiting for me. Mom smoothed
my dress out then suggested that take a few moments to fix myself up.
I took the brush out of my purse and carefully brushed any stray hairs
back into place again. It seemed so easy to do and in just a few
moments I looked pretty again. I could see mom standing behind me
smiling at how well I had done. As I put the brush back and went to
close my purse mom stepped over and stopped me. She reached into my
purse and pulled out the bottle of cologne she had placed there.
"Do you mind?" She asked sweetly.
"Be my guest," I muttered.
I was busy looking at myself in the mirror and thought that she wanted
to put some on herself. I soon realized the importance of paying
closer attention to what mom said for the next thing I knew she was
spraying me with cologne!
"What are you doing?" I gasped.
Mom looked at me with an innocent expression.
"You said it was okay."
"I thought you meant on you! I don't want any of that stuff on me!"
"Oh come on now, lots of girls your age wear cologne. It's part of
growing up!"
"But I'm not a girl!" I said in as hushed a tone as possible.
"Just play along for the day, please?" Mom pleaded. "I promise it'll
be fun!" Looking into mom's eyes I knew I couldn't refuse
her. Anyhow, what's a little cologne when I was already standing in
the Ladies rest room wearing a dress?
"I'm sorry mom," I said softly. "Can we go eat now?"
We left the rest room and were shown to a table. The waitress came
over to take our order and smiled when she saw the way Rich and I were
dressed.
"You girls really look so sweet with matching dresses, out for a
Sunday afternoon with mom?"
I was afraid to say anything but Rich spoke right up.
"We just came from church and after lunch we're going shopping!"
I thought for sure the waitress would recognize Rich as a boy after he
spoke but it never happened.
"Well I'm sure you ladies will have fun!" She said cheerfully as she
let to place our order.
"See!" Mom whispered excitedly. "I told you girls you were cute! Now
do you believe me?"
Rich was grinning from ear to ear. I was amazed, everyone who met us
thought we were girls! The woman I sat next to in church was fooled,
all the women waiting in line for the ladies room, and now even this
waitress! I guess mom had done a heck of a job making me and my
brother into
girls!
"I believe you mom," I said still shocked at being thought of as a
girl. " I don't understand it, but I believe you!"
I wanted a triple decker cheeseburger for lunch but mom ordered me a
single cheeseburger saying that young ladies just don't eat triple
decked cheeseburgers. To make things worse I had to take small, girl
type bites when I was starving! I could see some definite problems
with being
a girl already!
During lunch mom brought up the subject of what to call me and Rich
since our boy's names just didn't fit the lovely young girls we had
become. She said that she'd call us by the girl's names she and dad
had picked out before we were born. Rich was to be Rebecca Ann or
Becky, and I was to be called Cynthia Marie or Cindy!
Rich seemed happy to be called Becky but I wasn't sure about being
called Cindy. After all, Cindy was such a girl's name if you know what
I mean. Some names like Bobbie, Pat, or even Sue weren't so bad but
Cindy seemed so frilly and stuff like that. Of course my opinion
wasn't going to matter so I figured I best get used to being called
Cindy.
After lunch we made one more trip to the ladies room which went a lot
smoother than the first. Maybe I was getting used to being Cindy or
something but I didn't feel at all odd about going in alone this
time. Of course it still wasn't simple fixing my dress, slip,
stockings, and panties but knowing what I had to do made it just a
little easier.
I finished in the ladies room and met mom and Rich, or should I say
Becky, at the doors. As we walked to the car I wondered what mom had
in mind for us when we got to the mall. Was were just going to walk
around or would she expect us to try on clothes? I remember Becky
saying that he and mom had spent an entire afternoon trying on outfits
in different stores is I figured that's what I'd have to do too.
As we drove to the mall I realized that for some strange reason I was
getting a kick out of all of this. It was like riding a roller
coaster, when it started down a steep hill I was scared, yet when it
reached the bottom I couldn't wait to do it again. When we went into
church this morning I was scared to death yet when it was all over I
felt excited! Waiting to go into the rest room scared me again but
coming out I felt excited again. I was fooling everyone we met and to
tell the truth it was fun!
We went straight to the dress department of the first store we came to
in the mall and mom began to act like a kid in a candy store. She held
up one dress after another for Becky and me to look at and comment on.
I was really pumped up by then and soon I was going through the racks
of clothes looking at different outfits.
Mom found a yellow short set for Becky to try on and my new little
sister was off to the dressing room in a flash! She had to wait for
mom though since his dress also buttoned up the back. In a few minutes
Becky came back out modeling the shorts and top mom picked out. It was
tough to believe that this was my little brother, the one who cried
his eyes out when I first made him wear mom's clothes. He didn't have
his shoes or tights on but he was the picture of a nine year old girl!
Mom concentrated on Becky for a while giving him different shorts,
dresses and even bathing suits to try on. Becky was thrilled, he
giggled, carried on, and twirled around in every single dress he tried
on. I was beginning to feel a little left out by then so I found a
short, flared, skirt in hot pink with a white top to try on. Of course
mom was thrilled to come in with me to get me unbuttoned, I think it
was the high point of her day! I slipped my arms out of my dress and
carefully hung it up on a hook. Taking the skirt from the hanger I
stepped into it and pulled it up. I pulled the top on and looked at
myself in the mirror. Just a few hours ago I was horrified at being
seen in public wearing girl's clothes. Now I was admiring myself in a
skirt and top I had picked out!
Mom and Becky both thought I looked great in the skirt, it was short
and my white stockings seemed to look really sharp with the red in the
skirt. I found a spot where I'd be in the center of several mirrors so
I could see how I looked from the back. Just then a sales clerk came
over to us.
"She looks great in that, don't you think?" The clerk asked
mom. "That's a really popular outfit among girl's her age."
"She's right Cindy!" Mom said. "You could really use some pretty
outfits!" That was certainly true, the only pretty outfit I owned was
the dress I had worn today but then again how many did I really need?
No matter how cute I looked I was still a twelve year old boy and had
no use for pretty outfits. Once again though my feelings didn't
matter and I walked out of the store with a new skirt, top, a half
slip, and red shoes to go with them! The roller coaster was going
faster but I wasn't sure I wanted off! We stopped at a few more shops
after that and at each store Becky and I tried on different outfits
for mom's approval. I was having so much fun that I couldn't believe
it! Here I was a twelve year old boy all dolled up like a girl, trying
on girl's clothes in front of everyone and no one knew it! My brother
and I were trying on all kinds of dresses, skirts, bathing suits, and
shorts! The dressing rooms were crowded with women helping their
daughters try on outfits but Becky and I were treated just like any
other girls!
By the end of the afternoon Becky and I had each tried on at least
twenty different outfits and used the ladies room three more times. It
really was like a roller coaster ride for me, a little bit of fear but
a whole lot of excitement!
We left the mall with my new skirt and top and Becky's short
set. There were all kinds of other outfits we thought were nice but we
had to leave them behind. After all we couldn't show up at school on
Monday morning wearing dresses. I wondered if I could get away with
going someplace where I was known dressed as Cindy. It seemed like a
really exciting idea but I knew I didn't have the guts to try!
When we got home that afternoon Rich and I were giggling like a couple
of girls who were sharing a special secret. Mom unbuttoned our dresses
and we ran off to our room to change into our new outfits. I
carefully took my dress off and placed it on a hanger mom had given
me. Rich and I stopped for a second, looked at each other wearing
slips and stockings, then broke up laughing! Mom came in just as Rich
and I began to hug each other and snapped our picture.
"You can't imagine how happy it makes me to see you two getting along
with each other!" She said, tears coming to her eyes. "You seem to
make better sisters than you do brothers!"
"You are a sweet little sister you know Becky." I joked, all the
while holding onto my pretty little brother.
"You're kind of nice yourself Cindy!" Rich replied, hugging me
tight. "Thanks for coming with us today!"
I told mom how I thought it was like a roller coaster ride and that I
really did have fun. She suggested that Rich and I finish getting
dressed then meet her downstairs to talk about our day. I didn't care
what she might have to say, it had been the most exciting day of my
life!
Rich and I finished changing, he wore his new shorts while I pulled on
my new skirt and top, then went to talk with mom.
Mom explained that she and Rich had talked after she caught him
wearing her nightgown. He cried and cried until mom finally told him
that she really wasn't mad at him. Once he calmed down he told her
that ever since that day when I made him wear her clothes he'd been
sneaking some of her clothes to wear and playing with her makeup. Rich
said that he liked the way mom's underwear felt and thought it would
be really neat to be a girl.
Mom told him that lot's of little boys go through a stage when they
dress up in their mom's clothes and that it wasn't such a big deal.
She told him that he could wear some of her old clothes whenever they
were alone if he was good.
From then on, whenever I wasn't home Rich would dress up in mom's
stuff and pretend he was a little girl. He and mom had such a good
time that she would sometimes buy him girl's underwear and stuff until
he finally he could dress like any other girl his age. If I was
staying at a friend's house for a night Rich would get to wear a
nightgown and girl's underwear after a bubble bath.
Rich became so good at pretending he was a girl that one day mom asked
if he'd like to try going shopping as a girl. Mom said that if he
wanted to try she'd dress him up and they'd go somewhere where she
wasn't know and spend the day shopping. Mom told him that it wouldn't
take much
to make him look like a little girl and they'd have a really fun time
shopping as mother and daughter.
Rich didn't need much convincing and one weekend when I was going to
be staying at a friends house they made their plans. That Saturday,
mom got Rich all done up in a pink sundress with all of the necessary
underwear, knee socks, and shoes, fixed his hair to make him look more
like a girl. When she was satisfied they went to lunch and spent the
afternoon trying on dresses at the mall. Mom said Rich was a big hit
with everyone fussing over him and saying how cute he looked in
different outfits! Not a single person ever realized that he was
really a boy in a dress!
They had been on several outings before I happened to catch him
dressed up that day. Sometimes they went shopping at a mall,
sometimes to a movie, and once he even spent an afternoon playing with
some real girls in a park!
When I teased him the day I caught him mom was afraid I'd say
something that would hurt and embarrass Rich so she decided something
would have to be done. She finally decided that I'd never tell anyone
about Rich's dressing up if I was doing it too so she bought the
'Sister' dresses , PJ's, and underwear for me!
She gave each of us pictures of the other one all dressed up to keep
either of us from squealing about the other. I looked at the pictures
of Rich wearing his frilly PJ's, Rich standing there in a pair of
ruffled panties and a girl's undershirt, and Rich in his 'Little
Sister' dress .
"Here Becky," I said, offering them to Rich. "You can have these, I'll
never tell. I promise."
Rich thanked me for the pictures then gave me the pictures of me that
he had.
"Thanks Cindy," He said. "I promise I wont either!"
We modeled our new outfits for mom then went to change into our
PJ's. I decided not to wear my PJ's again even though they were so
comfortable. Instead I changed into a long, thin, white nightgown that
had a ruffled bottom and was decorated with tiny pink flowers. I felt
so cool and
comfortable and it looked so pretty on me!
Mom and her daughters spent the rest of the evening watching movies
and eating popcorn in our nightgowns!
The next morning Rich and I went off to school as a couple of boys but
neither of us could forget what had happened over the weekend. Rich
asked if I really liked it and if we could go out again sometime. I
told him that even though it was scary, I really did have a good time
but I didn't think we'd do it much more. After all, we couldn't afford
to buy clothes we couldn't wear and I only had two outfits to wear. Of
course if mom didn't mind maybe we could play dress up in some of her
old clothes at home! Rich was sure mom wouldn't mind and promised to
pick out some really nice stuff for me to try on. He promised it would
be a blast and I believed him!
We never got a chance to play dress up during the week although we did
wear our PJ's every night and whenever we were alone called each other
Becky and Cindy. When Friday came though we were both looking forward
to having some fun, mom had already okayed using her old clothes and
Rich had several different things for me to try on!
The first thing Rich had for me was sort of a cross between a pair of
shorts and a skirt. It looked like a skirt but had legs like
shorts. Rich wanted me to wear it with a pair of stockings and one of
mom's old tops to see if I'd look like mom did.
We quickly took off our school clothes and while I started to put on
the outfit Rich picked for me he put on his sundress. It felt pretty
nice to put panties on again and the stockings felt great too!
Rich helped me hook my bra in the back then stopped me before I could
pull on the top to the outfit. Smiling he stuffed the bra with several
wads of tissue until the front stuck out from my chest.
"Don't you think you're overdoing it?" I giggled.
"Just trying to make you look more like a grown up lady that's all!"
Laughed Rich.
I looked grown up all right, up and out too! I pulled on the top and
stood there as Rich looked me over. He seemed to think I looked good
enough so I went to our dresser where he had a bunch of makeup mom let
us use. I had watched mom put on her makeup so I did my best to
imitate her. Somehow though it wasn't quite the same.
"Looks like you could use a little help young lady!" Laughed mom as
she came into the room. "Not bad for your first try though!"
Mom put some liquid makeup on my face then smoothed it out all
over. Next she brushed on a little blusher across my cheeks and used
some mascara on my eyebrows. She found some eyeshadow to match the
pink top I was wearing and some pink lipstick to match. She let me fix
my own hair and when I was done I could see the difference right away.
I still had short hair but it looked pretty nice and mom's makeup job
had made me beautiful! I was really happy with the way I looked
especially since I could easily pass for a sixteen year old girl now!
Rich told me I was a really pretty girl and mom rushed for her camera.
Mom took a couple of pictures of me alone then took more of me and
Rich. We were having a great time when mom rushed out of the room
saying there was something she wanted to get. A couple of minutes
later she was back holding a long dress all wrapped in plastic.
"When I was fourteen I was a junior bridesmaid in my favorite aunt's
wedding."
She explained. "I saved this dress hoping that I'd have a daughter who
could wear it. Looks like that time has finally come!"
Mom unwrapped the dress and Rich and I both took a deep breath. The
dress was so pretty; pale red with a long pleated skirt and lace
covering the top. Thin straps held it up and a sheer red cape went
over it. I thought mom must have looked so pretty in that dress and
wondered if I'd look just as nice.
I took off the skirt and top I was wearing so mom could help me on
with the gown. She pulled half the tissues out of my bra saying that I
didn't need to be quite so big. She went back to her room for
something she said I needed and came back with a strapless bra.
"You can't wear a regular bra with this type of dress Cindy," She
explained as if talking to a girl. "For these kind of dresses you'll
need a strapless one." She unhooked me and helped me out of my bra
then placed hers around my chest and fastened it. The cups were much
stiffer than the ones in mine but mom said that's what helped the bra
stay up. She added some tissue to fill it out then had me step into
the gown.
After I pulled it up and put the straps over my shoulders I had to
lift the bottom to pull down my slip which had gotten pulled up with
the dress. Mom asked Rich to go to her room and get her long slip so
that the dress would look just right on me.
Once I had the slip on and the dress smoothed out mom put the cape
around my shoulders and buttoned it for me. She changed my makeup to
look better with the dress then let me see myself in a mirror.
I looked great! Even with my short hair mom had turned me into a
pretty young girl ready to be in a wedding!
Rich was thrilled with the job mom had done on me and asked if she had
any old outfits that he could wear.
Mom thought for a few moments then said she thought she had just the
thing. She told Rich to put on his slip and white stockings and she'd
be right back.
Mom came back holding something else all wrapped in plastic. Taking
off the plastic she handed Rich a fancy white dress that she had worn
for a church ceremony when she was about his age.
Rich's eyes nearly popped out of his head as he looked over the dress
and I thought his face would crack from his huge grin!
The dress was pure white with short puffy sleeves, a pattern sewn into
the bottom half, three small pearl buttons at the top and a sash that
tied in the back. An extra bonus for Rich was that when the dress had
been put away the slip mom wore had been packed away with it along
with a pair of white socks with lace at the top! Rich took off his
sundress and quickly pulled on the s white socks mom gave him before
pulling the fluffy slip over his head. Mom pulled the dress over his
head, smoothed it over his slip, buttoned him up and tied the sash. My
little brother was gone, replaced by the cutest, most adorable little
girl in the whole world!
Mom was busy clicking away with the camera and telling us how pretty
we both looked. As soon as she finished up one roll of film she
quickly popped in another one until she had gone through three packs
of film! I asked what she was going to do with all of the pictures
and she said that she wanted to make an album of when her girls were
little. I thought it would be a great idea to be able to look back
and remember all of the fun we had but was a little worried that
someone might accidentally see the pictures. I was having a ball
pretending to be a girl and fooling everyone but I didn't want anyone
to see those pictures!
We finally had to take of our pretty outfits since mom insisted they
were too good to play in. She did however promise that when we went to
church on Sunday Rich could wear the pretty white dress and I'd wear
my new outfit.
I didn't know what to think, I secretly wanted to dress up again but I
wondered where mom would stop. Sooner or later we'd get bored of the
mall and then what? Would mom try taking us closer to home to see if
we could fool people who knew us? There wasn't much for us to do
besides playing dress up at home and there were only so many outfits
we could wear. I figured that one more day of pretending to be a girl
wouldn't be too bad though and I really wanted a chance to wear my new
outfit in public!
The rest of Friday evening was another slumber party as we sat around
in nightgowns watching television and eating popcorn. Mom livened
things up a little by showing us how to do our nails. I suppose that
anyone seeing us would have found it strange for two boys to be
dressed in nightgowns and doing their nails but believe me it was so
exciting! Rich put pink nail polish on his toe nails and red on his
finger nails but I stuck with a pretty shade of red for everything. It
took several tries but we finally got the hang of it and were soon
taking turns doing each others nails.
It wasn't long before I started to think that being a girl was so much
more fun than being a boy. All the times I went shopping with mom as
Mike were boring compared to the one time I had gone as Cindy. All I
could do as Mike was to try on one plain pair of pants and a shirt
after another. As Cindy though I got to try on skirts, dresses,
slacks, swimsuits, shorts, and tops.
Some of the outfits were for everyday wear and some were dressy but
they were all so much more colorful than my regular clothes and there
were so many different types of fabrics to choose from! Even if I
decided to wear a plain outfit I could always wear pretty underwear
under it! I could wear socks or I could wear stockings which felt so
nice and soft and made me feel really funny inside! Nothing I ever
wore before did that to me. The next day I went back to being a boy,
playing baseball and hanging out with the other guys like I usually
did. Sometimes though I found that I was looking at the other guys and
wondering what they'd look like in dresses.
I decided that most of my friends probably wouldn't make very nice
looking girls but that one or two of them might look cute if they had
a different hairstyle. It never occurred to me before but that day I
couldn't seem to stop wondering what other boys might look like in
girl's clothes! They would have probably beat the crap out of me if
they knew what I was thinking but it was fun!
Saturday night of course found me in my harem girl PJ's and panties
helping Rich do his nails and playing with mom's old makeup. I did a
better job on my face than the first time but still no where near as
nice as when mom had done my makeup for me. We also took turns trying
to set each other's hair in curlers but neither of us had long enough
hair for that so we had to settle for bangs and short styles.
Sunday morning finally came and Rich and I practically tore through
breakfast so we could get dressed for church. Rich decided not to wear
stockings, he said he wanted to be able to feel how his pretty new
slip felt against bare legs. I helped him button up and did his sash
and while mom did his hair I got dressed.
I put on a pair of tan stockings, my half slip and a bra, then pulled
on my skirt and top. Mom offered to do my hair but I wanted to try
myself and after trying several styles I finally decided on a style I
thought looked good. I parted my hair in the center then used a
curling iron
to make it curl under and away from my face. Once I got that part
just right I added bangs and gave them a little touch of the curling
iron too.
Mom said I did a great job on my hair and asked if I'd do Rich's
too. I was only too happy to help especially since Rich's hair was a
little longer and I thought I could really make him look pretty!
I brushed a little, curled a little, brushed some more, then curled
some more and before long Rich was gone and Becky was back! Rich was
thrilled with the way I did his hair and gave me a great big hug. Mom
as usual just sat back happy to see how well her daughters got along!
After Rich and I were all ready mom changed into a pretty dress and we
went off to church. There weren't any boys checking me out which made
me feel a little sad. I thought I looked awfully cute in my new outfit
and I wanted someone to appreciate it!
Rich of course turned out to be the center of attention with all of
the women we passed smiling at him. Since the girls from that church
had just gone through the same ceremony many of them wore dresses
similar to the one Rich was wearing. During the service I looked
around at the other little girls trying to see if any of them were
really boys. If there were I couldn't tell, maybe their mom's were as
good as mine.
As we drove to the mall after church I mentioned to mom that I had
been trying to see if any of the other girls in church were really
boys. She seemed to think it was a cute idea to check out other girls,
surely there must be other boys like us out there! Rich agreed and we
decided to make a point of looking for other pretty boys!
We stopped at a little restaurant for brunch on the way to the mall
and our first stop of course was the ladies room. It wasn't crowded so
we were able to get right in which I was happy about. After finishing
in the stall I went to the mirror to fix my hair when mom started to
laugh . It was a good thing that the restroom was empty, when I had
pulled my stockings back up I had accidentally gotten my skirt and
slip caught in them. From the front I looked fine but the back of my
skirt and slip were up to my waist creating one heck of a draft! Good
thing mom was there to help!
After eating we drove to a different shopping center hoping to find
some spring outfits for Becky and me to try on. We found a store that
had rack after rack of spring dresses and my sister and I went nuts
looking for something we liked. We each ended up with six outfits we
thought were just right and went to try them on.
I was on my third outfit, a pink jumper and a white jersey, and was on
my way to model it for mom when another girl passed me going into the
dressing rooms. She looked so familiar that for a moment I got really
scared. What if she was someone who knew me from school and recognized
mom? What if she saw me with mom and started to wonder who the two
girls with mom were? I found mom as fast as I could, told her about
what had happened and said that we should leave. Mom thought that
leaving was probably a good idea so I went back to change and ran into
that girl as she came out of the dressing rooms. I tried not to look
at her but for some reason I just had to take one more glance.
There was something about her face that made me uncomfortable, I knew
her from somewhere but couldn't figure out where. She glanced at me at
the same time and seemed to have a confused look on her face. Then she
turned and hurried away after one more backward glance.
I put my skirt and top back on then had to wait a little while until
Becky finished getting changed. I stayed as far away from the dressing
rooms as I could to avoid the girl I had seen and we left as soon as
Becky was ready. Mom promised to take us to another store to shop but
I was too upset to shop any more. What if that girl recognized me? How
would I explain to my friends why I was in the girl's dressing room
with a dress on? I was a nervous wreck all because I thought it would
be fun to fool people . Looks like once again the joke's on me!
I thought about that girl all of the way home. I was sure I knew her,
I just couldn't seem to figure out who she was though. As I
remembered what she looked like I felt upset and relaxed at the same
time. She was someone I knew I was sure of that, and she was someone I
felt happy about.
I never did figure out who the girl was but at least I was sure she
wasn't a girl in my class or someone who lived in the neighborhood.
Her face was so familiar to me but I couldn't put a name to it if my
life depended on it! I just hoped she didn't recognize me but yet she
did turn around and look at me as I walked away.
As soon as we got home I ran to my room and took off all of my girl's
clothes, changed my hair style, and quickly put my boy's stuff back
on. I had a lot of fun pretending to be a girl but now I might be in
real trouble. I figured I'd find the other guys and if anyone asked I
could say I was with them all day. I'd say that I'd never been to that
store, didn't even know where it was!
When I came home for dinner Rich was wearing a sundress, girl's socks
and sneakers, while helping mom get ready for dinner. Maybe he hadn't
learned a lesson from the store but I sure had. It would be a cold day
you know where before I put a dress on again!
During dinner Rich asked if I'd like to play dress up later. I told
him that I never intended to play that game again and that if he had
any brains he'd stop it too!
Rich seemed ready to cry. I didn't mean to hurt his feelings, I was
just trying to help!
"I'm sorry Rich." I said. "I'm not trying to be mean, I'm just upset
about the girl at the mall. Aren't you afraid someone will recognize
you?"
"Calm down Cindy." Mom said attempting to get me to relax. "I doubt
that girl really knows who you are. After all, you can't seem to
remember her!"
"Please don't call me that mom!" I begged. "I don't want to be Cindy
ever again!"
Rich seemed to think that I was crazy to give up on such a fun game
and I couldn't be really sure I wasn't. I just wanted everyone to
think of me as a normal boy. That way even if that girl was someone I
knew she'd never think it was really me.
Weeks went by and I never wore any girl's clothes. It wasn't easy,
whenever I saw girls in my class all dressed up I thought about
dressing up myself. Every time I saw my dress or skirt I thought
about how much fun I had and how exciting it was when I wore them. I
asked mom to take them out of there but she said that she wanted to
leave them there for when Rich grew into them.
No one ever did mention that store to me nor did I notice anyone
looking at me in a funny sort of way. For a long time though every
time I heard a couple of girls giggling I wondered if it was because
of me but like I said, no one ever said anything so I just forgot
about it.
One day though I was hanging around with a bunch of the guys when I
noticed something odd. We were playing a game of baseball and I was
in center field when the batter hit a ground ball towards second base.
Jack, the kid who was playing second base, got set to catch it and I
moved in behind him in case he missed.
Jack didn't need my help though, he quickly bent over, scooped up the
ball and threw the batter out. What got my attention though was when
he bent over his pants rode down a little on his butt exposing the top
of his underwear. His pink, nylon, girl's underwear!
I didn't know what to do or say but I thought it would be better if I
waited till the game was over and we were alone if I did say
anything. No point in embarrassing Jack and since I'd be in back of
him no one else would be likely to see what he was wearing.
Jack and I had know each other for years and lived fairly close to
each other so we walked home from the game together. Once we were far
enough away from everyone else I decided it was a good idea to warn
him about his underwear showing.
At first Jack said I was nuts thinking he was wearing girl's underwear
but after I described what I had seen he became really quiet. When he
finally did speak he sounded scared.
"I guess you're going to tell all the other guys about me now huh?"
He asked quietly. "I don't suppose I could ask you not to?"
'If I was going to say anything I wouldn't have told you first." I
explained.
"I could've told everyone back at the field."
"Why didn't you?" He asked in a soft voice. "I really owe you big
time you know."
"What, tell everyone and lose the best second baseman we ever had? I
laughed. "I'm not crazy you know!"
"I guess you think I'm queer or something right?"
"I know you're a nice guy and a great second baseman," I
replied. "What else do I need to know?"
"Don't you want to know why I'm wearing girls underwear?
I shrugged my shoulders. Of course I wanted to know! I wanted to know
so badly that I was ready to burst but I had to play it cool.
"That's up to you, I was just trying to help."
Jack told me about how one Halloween when he was seven his mother
thought it would be cute to take him to a costume party dressed like a
girl. She went to the local thrift store and found a cute red velvet
dress all trimmed in lace that was his size. She wanted everything to
look just right so she also picked out a pair of patent leather shoes
and some tights.
She was about to check out with his new costume when she saw a little
girl's slip and some ruffled nylon panties. Needless to say Jack ended
up completely dressed as a girl for the party.
People at the party made a big fuss over Jack telling his mom how cute
he was and how pretty he looked in his dress. A bunch of them were
surprised that he was really a boy and some women even told his mother
she should dress him that way more often. Jack was embarrassed at
first but soon he found that he liked being the center of attention.
He never said anything to his mom about how he felt but would
sometimes sneak into her room, get the outfit out of a closet and try
it on. A couple of months later though his dad walked in on him while
he was wearing the dress. His dad didn't yell or anything, he just
told Jack to stay in the house and that they'd talk later with his
mom.
Jack was sure that he was in big trouble when he told his parents that
he liked wearing the dress and that it made him feel nice. His
parents just smiled and told him to make sure that no one saw him
dressed that way. The next day the dress and shoes were in his closet
and the underwear was in his dresser. He wore the dress around the
house along with several others that his parents bought for
him. Outside he was a normal little boy but inside he was a little
girl who helped her mother around the house and whose dad bought her
lots of pretty clothes. Jack's dad said that he didn't really mind if
Jack dressed up like a girl, it was sort of like having a son and
daughter all in one!
Jack continued wearing girl's clothes any time he could and his
parents treated him like a girl whenever he was dressed up. They
called him Patty around the house and sometimes even took little trips
with him as Patty. His mother taught him how to cook and sew and he
helped her with the housework. His dad took him places as Jack and
also as Patty and they always had a great time. Sometimes Jack and
his mom would get all dressed up and have a fun time clothes shopping
as mother and daughter.
That's when it hit me, the girl in that store that I thought I knew
had been Jack!
"Then that was you I saw in the store!" I blurted out in surprise.
" You couldn't have seen me!" Jack insisted. "Mom and I were careful
never to shop anywhere around here."
"I know, but a couple of weeks ago you were in a store called Susan's
trying on some clothes weren't you?"
"Yeah, I went there with mom but how could you have seen me?" Jack
asked puzzled.
"Remember the girl in the pink jumper that passed you as you were
going into the dressing rooms?"
"Remember her," He exclaimed. "She scared the heck out of me! I was
so sure I knew her from somewhere but I can't seem to figure out
where!"
"You did!" I said with a grin. "I was that girl!"
"No wonder I couldn't remember who she was! I never thought she could
have been a boy that I knew!"
I invited Jack over to see some of the pictures mom had taken of me
and he was only too happy to accept. We agreed that we'd tell our
families about each other so that we might be allowed to do things as
Patty and Cindy. I couldn't wait to get home and show him the
pictures.
Jack and I were in my room looking at some of the pictures when mom
walked in. She seemed surprised that I'd show them to anyone and was
even more surprised to find out about Patty. She saith Jack's family.
Mom called Jack's parents and asked if they'd stop over for a little
while to get acquainted. She thought it would be best to talk about
Cindy and Patty in person instead of over the phone.
When Jack's parent's arrived mom took then to the living room and then
asked Jack and me to come down from my room. We were a little scared
but we swallowed hard and walked into the room together to face our
families as Patty and Cindy.
Jack's parents looked at Jack in my red skirt and top then at me in my
Big Sister dress. We had fixed each other's hair and had even done our
nails! Jack's dad was the first to speak.
"That's a beautiful dress you have on Cindy, and you look nice too
Patty!" Jack's mom looked us over and smiled.
"Cindy, if it's all right with your mom perhaps you could spend the
night with Patty at our house and then us girls could go out shopping
tomorrow."
Mom was all smiles.
"That sounds like fun to me! What do you think Cindy?"
I didn't answer right away, Patty and I were too busy hugging each
other and talking about all the fun we'd have. I decided to take
along my harem girl PJ's and wear my Big Sister dress tomorrow. The
dress seemed like such a good idea since I am the big sister now!
The End.